Find Historic Hotels in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Historic Hotels

Compare Historic Downtown Kissimmee Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Days Inn by Wyndham Kissimmee West

2.5 star property
5.8 out of 10, (1001)
"I was charged the amount and did not sleep a single night at the hotel. I was not offered a room at the hotel, the one they had was dirty and full of cockroaches."
Days Inn by Wyndham Kissimmee West

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (115)
"Fun B&B for an older couple traveling to the Kissimmee area. Good value for the price. The owners are fun and interesting and we enjoyed talking to them over breakfast. The facilities were dated but clean and in good working order. The window coverings did not fully cover the Windows which may be an issue if you are doing clothing-optional activities in the room. The Down pillows were also very flat. Overall we liked it and would stay there again."
The price is AED 596
AED 676 total
includes taxes & fees
12 Mar - 13 Mar
Kapp and Kappy B&B

Park Royal Orlando

2.5 star property
7.8 out of 10, Good, (1001)
"Our room was on third floor and the elevator was not working, hot water never got hot while taking my shower, not cold but certainly a long way from hot lol. Room was spacious very clean."
The price is AED 231
AED 263 total
includes taxes & fees
2 Apr - 3 Apr
Park Royal Orlando

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
6.8 out of 10, (1000)
"We have stayed here before and will continue to stay here again. Its very convenient when we travel over for the bass fishing tournaments. We stayed here before they updated the rooms and this time they were new. Like the size of the rooms they are big with plenty of space. Beds are comfortable and pillows are nice. AC works great and showers are nice. Room had a full size refrigerator, a Kerrigan coffee machine, microwave, TV with smart tv apps, hair dryer. Rooms were clean and comfortable....
The price is AED 247
AED 280 total
includes taxes & fees
1 Apr - 2 Apr
Home 1 Suites Extended Stay - Kissimmee

Ambassador Inn

2.0 star property
4.4 out of 10, (797)
"Well done "
The price is AED 292
AED 425 total
includes taxes & fees
1 Apr - 2 Apr
Ambassador Inn

Ramada by Wyndham Kissimmee Hotel

2.5 star property
5.6 out of 10, (999)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved us to another room and card system didn’t work leak in ceiling as well. After 5 days they only cleaned room once. Also did not provide toilet paper or clean towels. Do not stay here!,,"
Ramada by Wyndham Kissimmee Hotel

Super 8 by Wyndham Kissimmee

2.5 star property
6.0 out of 10, (1000)
"One of our rooms smelled like people had been smoking in it and both rooms had roaches in them. The A/C didn’t work the best"
Super 8 by Wyndham Kissimmee

Budget Inn East

2.0 star property
7.6 out of 10, Good, (189)
"The room was clean and recently updated. The building is dated, but upkept. It is in a residential area."
The price is AED 281
AED 319 total
includes taxes & fees
24 Mar - 25 Mar
Budget Inn East

Flamingo Inn

2.5 star property
5.0 out of 10, (96)
"Okay stay, always nice people. The hotel is good for the price."
Flamingo Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What should a history buff expect from a stay in Historic Downtown Kissimmee?
You’re already probably planning a visit to historical sites during your vacation in Historic Downtown Kissimmee. While you’re visiting, check out the festivals and entertainment venues. You can also take time at the popular shops.
How many historically relevant hotels are there in Historic Downtown Kissimmee?
In Historic Downtown Kissimmee, you’ll find 80 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the most important historical sites and other places to visit in Historic Downtown Kissimmee?
Favorite places to visit include Kissimmee Civic Center, Osceola County Clerk of the Court, and Lake Tohopekaliga. Additionally, in the area you’ll find Old Town and Disney Springs™.
What is a historic hotel like in Historic Downtown Kissimmee?
Guests who choose historic hotels have a chance to stay in a building that has been officially recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Historic Downtown Kissimmee often retain original characteristics like traditional architecture and period features in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. “Historic hotel” is more commonly used in the U.S., while “heritage hotel” is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Heritage hotels draw their meaning mainly from the place’s cultural value and how it shaped the community.
Do historic hotels in Historic Downtown Kissimmee have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Guests should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Historic Downtown Kissimmee, booking a historic hotel doesn’t mean you will stay in a place that’s uncomfortable for guests or rundown.